Vacation rentals in Westbrook, CT

72 available vacation rental offers

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Best vacation rentals and Airbnb offers in Westbrook, CT

Beautuful, private studio apartment with access to hiking trails, kayaks, bikes. - Westbrook, CT

Beautuful, private studio apartment with access to hiking trails, kayaks, bikes.

Apartment, Westbrook

Beautuful, private studio apartment with access to hiking trails, kayaks, bikes. is a apartment in Westbrook. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Beautuful, private studio apartment with access to hiking trails, kayaks, bikes.

Beautuful, private studio apartment with access to hiking trails, kayaks, bikes. is a apartment in Westbrook. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $951.

From$136/night
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Life on the Farm - Westbrook, CT

Life on the Farm

Apartment, Westbrook

Life on the Farm is a apartment in Westbrook, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Life on the Farm

Life on the Farm is a apartment in Westbrook, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,278.

From$183/night
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Shoreline Oasis - Westbrook, CT

Shoreline Oasis

Apartment, Westbrook

Shoreline Oasis is a apartment in Westbrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Shoreline Oasis

Shoreline Oasis is a apartment in Westbrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,379.

From$197/night
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Saybrook Point Cottage - Charming and Private - Westbrook, CT

Saybrook Point Cottage - Charming and Private

Cottage, Westbrook

Saybrook Point Cottage - Charming and Private is a cottage in Westbrook, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Saybrook Point Cottage - Charming and Private

Saybrook Point Cottage - Charming and Private is a cottage in Westbrook, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,543.

From$220/night
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Vacation rentals with a pool in Westbrook, CT

Add a pool to the search when you want an easy place to cool off between outings.

Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond - Westbrook, CT

Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond

Villa, Westbrook

Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond is a villa in Westbrook, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond

Luxury Riverfront Estate - Pool, Spa, Tennis, & Pond is a villa in Westbrook, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,647.

From$1,378/night
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Private 2-acre coastal compound with pool + optional guest cottage in Westbrook - Westbrook, CT

Private 2-acre coastal compound with pool + optional guest cottage in Westbrook

Holiday Home, Westbrook

Private 2-acre coastal compound with pool + optional guest cottage in Westbrook is a holiday home in Westbrook, with pool access and kitchen access. This stay gives travelers a comfortable…

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About Private 2-acre coastal compound with pool + optional guest cottage in Westbrook

Private 2-acre coastal compound with pool + optional guest cottage in Westbrook is a holiday home in Westbrook, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,965.

From$1,424/night
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Waterfront Estate Home - Beach and Shared Pool - West - Westbrook, CT

Waterfront Estate Home - Beach and Shared Pool - West

Holiday Home, Westbrook

Waterfront Estate Home - Beach and Shared Pool - West is a holiday home in Westbrook, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Waterfront Estate Home - Beach and Shared Pool - West

Waterfront Estate Home - Beach and Shared Pool - West is a holiday home in Westbrook, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $13,854.

From$1,979/night
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Vacation rentals with parking in Westbrook, CT

Find vacation rentals that make arriving by car easier.

Summer at the Haddam House - Westbrook, CT

Summer at the Haddam House

Holiday Home, Westbrook

Summer at the Haddam House is a holiday home in Westbrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Summer at the Haddam House

Summer at the Haddam House is a holiday home in Westbrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,768.

From$253/night
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Long Island Sound Studio - Westbrook, CT

Long Island Sound Studio

Apartment, Westbrook

Long Island Sound Studio is a apartment in Westbrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Long Island Sound Studio

Long Island Sound Studio is a apartment in Westbrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,020.

From$289/night
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Scranton Seahorse Inn - Westbrook, CT

Scranton Seahorse Inn

B & B, Westbrook

Scranton Seahorse Inn is a b & b in Westbrook, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Scranton Seahorse Inn

Scranton Seahorse Inn is a b & b in Westbrook, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, for couples, and wine or champagne.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,911.

From$362/night
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The Scranton Seahorse Inn - Westbrook, CT

The Scranton Seahorse Inn

B & B, Westbrook

The Scranton Seahorse Inn is a b & b in Westbrook, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About The Scranton Seahorse Inn

The Scranton Seahorse Inn is a b & b in Westbrook, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,810.

From$362/night
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Pet-friendly vacation rentals in Westbrook, CT

Bring your pet along with stays that welcome four-legged travelers.

Peace Barn in the heart of the CT River Valley - Westbrook, CT

Peace Barn in the heart of the CT River Valley

Holiday Home, Westbrook

Peace Barn in the heart of the CT River Valley is a holiday home in Westbrook, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Peace Barn in the heart of the CT River Valley

Peace Barn in the heart of the CT River Valley is a holiday home in Westbrook, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, internet, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,967.

From$424/night
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The Homestead - Westbrook, CT

The Homestead

B & B, Westbrook

The Homestead is a b & b in Westbrook, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Homestead

The Homestead is a b & b in Westbrook, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,421.

From$440/night
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The Homestead - Westbrook, CT

The Homestead

B & B, Westbrook

The Homestead is a b & b in Westbrook, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Homestead

The Homestead is a b & b in Westbrook, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,421.

From$440/night
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NEW Coastal Cottage 2 Miles to Beach + Lake Access - Westbrook, CT

NEW Coastal Cottage 2 Miles to Beach + Lake Access

Cottage, Westbrook

NEW Coastal Cottage 2 Miles to Beach + Lake Access is a cottage in Westbrook, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About NEW Coastal Cottage 2 Miles to Beach + Lake Access

NEW Coastal Cottage 2 Miles to Beach + Lake Access is a cottage in Westbrook, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,947.

From$564/night
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Vacation rentals with a kitchen in Westbrook, CT

Compare stays with kitchen access for longer trips and easier meals.

The Rudder at Soundview · Beach+Ocean+Sunrise - Westbrook, CT

The Rudder at Soundview · Beach+Ocean+Sunrise

Apartment, Westbrook

The Rudder at Soundview · Beach+Ocean+Sunrise is a apartment in Westbrook, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Rudder at Soundview · Beach+Ocean+Sunrise

The Rudder at Soundview · Beach+Ocean+Sunrise is a apartment in Westbrook, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,185.

From$312/night
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Bliss by the Sea - Cozy Beachside Escape - Westbrook, CT

Bliss by the Sea - Cozy Beachside Escape

Holiday Home, Westbrook

Bliss by the Sea - Cozy Beachside Escape is a holiday home in Westbrook, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Bliss by the Sea - Cozy Beachside Escape

Bliss by the Sea - Cozy Beachside Escape is a holiday home in Westbrook, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,257.

From$465/night
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Remodeled 4 BR Waterfront Beach House with all the Comforts of Home...and more! - Westbrook, CT

Remodeled 4 BR Waterfront Beach House with all the Comforts of Home...and more!

Holiday Home, Westbrook

Remodeled 4 BR Waterfront Beach House with all the Comforts of Home...and more! is a holiday home in Westbrook, with easy beach access, kitchen access, and room for a group. This stay gives…

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About Remodeled 4 BR Waterfront Beach House with all the Comforts of Home...and more!

Remodeled 4 BR Waterfront Beach House with all the Comforts of Home...and more! is a holiday home in Westbrook, with easy beach access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,406.

From$487/night
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Summertime Fun - Clinton CT Shoreline Cottage - Westbrook, CT

Summertime Fun - Clinton CT Shoreline Cottage

Cottage, Westbrook

Summertime Fun - Clinton CT Shoreline Cottage is a cottage in Westbrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Summertime Fun - Clinton CT Shoreline Cottage

Summertime Fun - Clinton CT Shoreline Cottage is a cottage in Westbrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,619.

From$517/night
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Family-friendly vacation rentals in Westbrook, CT

Plan a trip with stays that give families more room to spread out.

Lovely, cozy Cottage on a non working farm in a rural town. Quiet and private. - Westbrook, CT

Lovely, cozy Cottage on a non working farm in a rural town. Quiet and private.

Cottage, Westbrook

Lovely, cozy Cottage on a non working farm in a rural town. Quiet and private. is a cottage in Westbrook, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Lovely, cozy Cottage on a non working farm in a rural town. Quiet and private.

Lovely, cozy Cottage on a non working farm in a rural town. Quiet and private. is a cottage in Westbrook, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,227.

From$318/night
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2Bdr Beachfront; 11B second floor, Old Colony Beach , CT - Westbrook, CT

2Bdr Beachfront; 11B second floor, Old Colony Beach , CT

Cottage, Westbrook

2Bdr Beachfront; 11B second floor, Old Colony Beach , CT is a cottage in Westbrook, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 2Bdr Beachfront; 11B second floor, Old Colony Beach , CT

2Bdr Beachfront; 11B second floor, Old Colony Beach , CT is a cottage in Westbrook, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,314.

From$331/night
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A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve - Westbrook, CT

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

Cottage, Westbrook

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve is a cottage in Westbrook, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve is a cottage in Westbrook, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,143.

From$449/night
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Old Saybrook family gem very close to local beaches! - Westbrook, CT

Old Saybrook family gem very close to local beaches!

Holiday Home, Westbrook

Old Saybrook family gem very close to local beaches! is a holiday home in Westbrook, with easy beach access, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Old Saybrook family gem very close to local beaches!

Old Saybrook family gem very close to local beaches! is a holiday home in Westbrook, with easy beach access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,347.

From$478/night
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